These are the highlights of the cities I visit for work:
Pacific Pinball Museum, Alameda CA - Huge pinball collection of all eras. Everything is freeplay with paid entry.
Pinballz, Austin TX - Huge collection (93) DMD pins. Pins are 0.75cents or $1. BYOB
VUK, Bethesda MD - All 10 pins 0.50cents, Great Pizza, craft beer.
Pinball Jones, Fort Collins CO - 21 DMD pins, great craft beer selection.
Each time I visit a location, I update the 'where to play' map with a review good or bad and update the pin list. Adding a simple rating scale there would be nice.
EDIT--
The main things I like to note when rating good or bad are:
-Are all or most pins working well and not neglected?
-Good Food/Beer available?
-Prices.
Forgot to list this one:
The Pinball Lounge, Orlando FL